Expeditious Synthesis of 3,4-Dihydro-2H-1λ^6-benzo[e][1,2]thiazine 1,1-Dioxides

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概要

• 論文の詳細を見る

• A novel pathway for the preparation of 3,4-dihydro-2H-1λ^6-benzo[e][1,2]thiazine 1,1-dioxides 3 via an orthomethyl lithiation/cyclization reaction of N-acyl-o-toluenesulfonamides 5 is reported. Readily available N-acyl-o-toluenesulfonamides 5 were treated with 2 eq of n-BuLi at -78℃-0℃ to give the corresponding sultams 6 in moderate to good yields. The resulting sultams 6 were converted to saturated sultams 3,which can be considered as one carbon-extended homologues of the Oppolzer sultams 1,in high yields by hydrogenation. Studies on the scope and limitation of this annulation for the preparation of sultams are discussed. Demonstration of the feasibility of using the sultams 3 templates for an electorophilic fluorinating agent is also described.

• 公益社団法人日本薬学会の論文
• 1999-12-15

著者

• 竹内 義雄

  富山大院医薬

• SATOH Akira

  Faculty of System Science and Technology, Akita Prefectural University

• Shibata Norio

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• TAKEUCHI Yoshio

  Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

• Shibata Norio

  Faculty Of Pharmaceutical Sciences Osaka University

• LIU Zhaopeng

  Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

• Liu Zhaopeng

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• SHIRAGAMI Tomoki

  Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

• Shibata N

  National Inst. Infectious Diseases Tokyo Jpn

• Shiragami Tomoki

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• Satoh Akira

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• Satoh Akira

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• Takeuchi Yoshio

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• Satoh Akira

  Faculty Of Engineering Tohokugakuin University

• Takeuchi Yoshio

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

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